General Information
-
DRAMP ID
- DRAMP21581
-
Peptide Name
- Cap-nHSLP
-
Source
- Synthetic construct
-
Family
- Not found
-
Gene
- Not found
-
Sequence
- WWVXAFAXRRR
-
Sequence Length
- 11
-
UniProt Entry
- No entry found
-
Protein Existence
- Synthetic form
Activity Information
-
Biological Activity
- Antimicrobial, Antibacterial, Anti-Gram+
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Target Organism
-
- [Ref.28073163] Gram-positive bacteria: Bacillus megaterium ATCC 14581 (IC50 = 2.03 μM, MIC = 10.0 μM), Staphylococcus aureus ATCC 6538 (IC50 = 0.63 μM, MIC = 5.00 μM), Enterococcus faecalis ATCC 29212 (IC50 = 0.64 μM, MIC = 5.00 μM);
- Gram-negative bacteria: Escherichia coli ATCC 700926 (IC50 = 1.34 μM, MIC > 20 μM);
- Fungi: Candida albicans 002 ATCC 64385 (IC50 > 20 μM, MIC > 20 μM), C. albicans 004 ATCC MYA-2876 (IC50 > 20 μM, MIC > 20 μM).
-
Hemolytic Activity
-
- [Ref.28073163] HC50 = 3.59 μM against human red blood cells. Note: HC50 is the half-maximal hemolytic concentration.
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Cytotoxicity
- No cytotoxicity information found in the reference(s) presented
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Binding Target
- Not found
Structure Information
-
Linear/Cyclic
- Linear
-
N-terminal Modification
- Acylation (caproylamide)
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C-terminal Modification
- Amidation
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Nonterminal Modifications and Unusual Amino Acids
- ①The X (position: 4 and 8) in sequence are (S)-2-(4'-pentenyl)-alanine. ②X (4) and X (8) are cross-linked by hydrocarbon stapling through an oct-4-enyl hydrocarbon staple.
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Stereochemistry
- L
-
Structure
- 0.5% α-helix and 30.5% β-strand in 20 mM potassium phosphate buffer; 1.9% α-helix and 37.2% β-strand in 20 mM potassium phosphate buffer made 30% in T
-
Structure Description
- Overall, the peptides showed some β-strand secondary structural characteristics and little α-helical content.
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Helical Wheel Diagram
-
PDB ID
- None
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Predicted Structure
- There is no predicted structure for DRAMP21581.
Physicochemical Information
-
Formula
- C₇₄H₁₁₂N₂₂O₁₂
Absent Amino Acids
- CDEGHIKLMNPQSTY
Common Amino Acids
- R
Mass
- 1501.79
PI
- 12.3
Basic Residues
- 3
Acidic Residues
- 0
Hydrophobic Residues
- 6
Net Charge
- +3
-
Boman Index
- -2946
Hydrophobicity
- -0.427
Aliphatic Index
- 44.55
Half Life
-
- Mammalian:2.8 hour
- Yeast:3 min
- E.coli:2 min
Extinction Coefficient Cystines
- 11000
Absorbance 280nm
- 1100
Polar Residues
- 0
DRAMP21581
Comments Information
Function
- Antibacterial activity against Gram-positive bacteria. Antibacterial activity against Gram-negative bacteria and antifungal activity against Candida albicans are not noteable under 20 μM.
Literature Information
- ·Literature 1
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Title
- Hydrocarbon-stapled lipopeptides exhibit selective antimicrobial activity
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Pubmed ID
- 28073163
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Reference
- Biopolymers. 2017 May;108(3). doi: 10.1002/bip.23006.
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Author
- Zachary B Jenner, Christopher M Crittenden, Martín Gonzalez, Jennifer S Brodbelt, Kerry A Bruns